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Palladium‐Catalyzed Enantioselective Intramolecular Hydroarylation of Alkynes To Form Axially Chiral 4‐Aryl 2‐Quinolinones
Author(s) -
Shibuya Tetsuro,
Shibata Yu,
Noguchi Keiichi,
Tanaka Ken
Publication year - 2011
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201100152
Subject(s) - enantioselective synthesis , intramolecular force , palladium , cationic polymerization , aryl , chemistry , catalysis , ring (chemistry) , axial symmetry , combinatorial chemistry , medicinal chemistry , organic chemistry , stereochemistry , mathematics , alkyl , geometry
A long‐awaited asymmetric version of the intramolecular hydroarylation of alkynes to form fused ring systems has been developed. A cationic palladium(II)/( S )‐xyl‐H 8 ‐binap complex was used to catalyze an enantioselective hydroarylation of alkynes at room temperature to furnish axially chiral 4‐aryl 2‐quinolinone derivatives in good yields with good enantioselectivity (see scheme; Bn=benzyl).